If it is sunny, this can be a HUGE event!
There's always a lot of variety in the bikes that show up though it takes some looking to find the true gems. Everything from show bikes, nitrous powered sport bikes, cafe, scooters, to old vintage bikes - though a large number are the Milwaukee brand.

Maybe do a group rode down again this year if y'all are interested... We will be avoiding traffic on the way out of town.

I've been up there during the Oyster Run...it's quite something to say the least...if I rode a cruiser I think I would consider it a "must go to" event...I usually run up the peninsula side and catch a ferry in Port Townsend...
here's a couple of pictures from a couple of years back..

Edm/King - Annual Oyster Run Motorcycle Rally, Sept. 23
On Sunday, Sept. 23, ferry travelers can expect delays due to a large number of motorcycles traveling to the Oyster Run in Anacortes. Motorcyclists will be loaded on a first-come, first-served basis with other vehicle traffic on the ferries departing from Kingston and Edmonds. All motorcyclists are strongly encouraged to pre-purchase their tickets online.

Thursday, September 20, 2018 01:20 PM

Ana/SJs - Annual Oyster Run Motorcycle Rally, Sept. 23
The Annual Oyster Run motorcycle rally occurs this Sunday, Sept 23 in Anacortes. Travelers can expect large volumes of motorcycles and potential loading delays throughout the weekend. In Anacortes, Friday Harbor, and Orcas Island, motorcyclists are strongly encouraged to make reservations to ensure space on any desired sailing. Without reservations, motorcycles will be on standby and loaded on a first-come, first-served basis with other stand-by vehicle traffic.

Thursday, September 20, 2018 01:21 PM

PT/Coup - Annual Oyster Run Motorcycle Rally, Sept. 23
On Sunday, Sept. 23, ferry travelers can expect delays due to a large number of motorcycles traveling to and from the annual Oyster Run in Anacortes. Motorcyclists are strongly encouraged to make an advance reservation. Without reservations, motorcycles will be on standby and loaded on a first-come, first-served basis with other waiting vehicle traffic on the Port Townsend/Coupeville route. Please be advised, the route will be operating with one vessel instead of two while the M/V Salish is out of service for unscheduled repairs. Due to the reduced capacity, WSF also encourages those with reservations to travel on the sailing they reserved and not attempt to travel stand-by for other sailings. If the reservation space is full, alternate routes (Edmonds/Kingston, Mukilteo/Clinton) may be advised when possible.

Thursday, September 20, 2018 01:21 PM

Muk/Clin - Annual Oyster Run Motorcycle Rally, Sept. 23
On Sunday, Sept. 23, ferry travelers can expect delays due to a large number of motorcycles traveling to and from the annual Oyster Run in Anacortes. Motorcycles departing Mukilteo will be loaded on a first-come, first-served basis with other vehicle traffic. Motorcycles departing Clinton should stage in the local traffic lane and will be loaded as space is available. A minimum of two lanes of motorcycles will receive preferential loading at the beginning of each load. All motorcyclists are strongly encouraged to pre-purchase their tickets online.